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During the Clone Wars, Highsinger joined a group of bounty hunters put together by Boba Fett in order to undertake a mission on the planet of Quarzite. The hunters were joined by Asajj Ventress—although they were unaware of her identity—after she killed one of the members of their team. The group was tasked with guarding a large wooden chest aboard a subtram, which was to be delivered to the BeluganOtua Blank. Though the trip began easily enough, soon the tram was beset by Kage Warriors, who sought the cargo for themselves. One by one, the hunters fell. Though Highsinger was one of the last hunters standing, the Warriors' leader, Krismo Sodi was able to dispatch the droid by linking him with fellow hunter Latts Razzi as she was thrown from the train. Highsinger fell beside Razzi, though both survived. In his absence, Fett too was bested by Sodi, who soon revealed that the cargo was his sister, Pluma Sodi, who was to be forcibly wed to Blank. Ventress, having suffered many changes in her recent past, ended up placing Fett within the chest and delivering him to Blank, collecting both a bounty from the warlord as well as from the Kage Warriors for freeing Pluma. She then shared the first bounty with Highsinger and the others, telling them that Fett would join them soon enough.[3]

Following the failure of Vos and Ventress' assassination attempt, Highsinger and his fellow syndicate members took part in a mission to infiltrate Serenno and rescue Vos. Earlier, Fett had been visited at Chalmun's Cantina on Tatooine by Ventress, who wanted to rescue her partner and lover from Dooku. Highsinger accompanied his fellow syndicate members and Ventress as they traveled on Fett's starshipSlave I to Serenno. While Ventress infiltrated Dooku's palace, Highsinger and his associates staged a diversion and attack several Separatist vehicles and droids. They even managed to snare Dooku under some webbing but were forced to flee when Vos spurned Ventress' rescue and openly sided with Dooku.[4]